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U8881

Sigma-Aldrich

UCL 1684 ditrifluoroacetate hydrate

Sinonimo/i:

6,12,19,20,25,26-hexahydro- 5,27:13,18:21,24-Trietheno-11,7-metheno-7H-dibenzo[b,m][1,5,12,16]tetraazacyclotricosine-5,13-diium ditrifluoroacetate hydrate

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About This Item

Formula condensata:
(C34H30N4)2+ · (C2F3O2-)2 · xH2O
Numero CAS:
201147-19-5
Peso molecolare:
720.66 (anhydrous basis)
Codice UNSPSC:
12352200
ID PubChem:
24900684
NACRES:
NA.77

Colore

white to off-white

Livello qualitativo

100

Solubilità

DMSO: 10 mg/mL

Stringa SMILE

[H]O[H].FC(F)(C(O)=O)F.FC(F)(C(O)=O)F.C12=CC=CC=C1C(NCC3=CC=C(CNC4=CC=[N+](C5)C6=C4C=CC=C6)C=C3)=CC=[N+]2CC7=CC=CC5=C7

InChI

1S/C34H28N4.2C3H3F3O2.H2O/c1-3-10-33-29(8-1)31-16-18-37(33)23-27-6-5-7-28(20-27)24-38-19-17-32(30-9-2-4-11-34(30)38)36-22-26-14-12-25(13-15-26)21-35-31;2*4-3(5,6)1-2(7)8;/h1-20H,21-24H2;2*1H2,(H,7,8);1H2/b35-31+,36-32+;;;
YROHEYZVNZITJN-DDVHGCDCSA-N

Applicazioni

UCL 1684 ditrifluoroacetate hydrate has been used for analyzing the mechanism for ammonium-mediated displacement of the protonated analyte from analyte-trifluoroacetic acid (TFA) ion-pair. UCL 1684 has also been used as a potassium channel inhibitor to study CNP (C-type natriuretic peptide)-induced relaxations in pig coronary arteries.

Azioni biochim/fisiol

UCL 1684 is a potent non-peptide blocker of the apamin-sensitive Ca2+-activated K+ channel. It comprises two quinolinium rings and is similar to apamin arginine residue. UCL 1684 inhibits calcium-activated K current (Kslow) and modulates islet β-cell.

Caratteristiche e vantaggi

This compound is featured on the Potassium Channels page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Nota sulla preparazione

UCL 1684 ditrifluoroacetate hydrate is soluble in water at 10 mg/ml.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)

Certificati d'analisi (COA)

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Pharmacological properties and functional role of Kslow current in mouse pancreatic beta-cells: SK channels contribute to Kslow tail current and modulate insulin secretion
Zhang M, et al.
The Journal of General Physiology, 126(4), 353-363 (2005)
Crucial role of a shared extracellular loop in apamin sensitivity and maintenance of pore shape of small-conductance calcium-activated potassium (SK) channels
Weatherall KL, et al.
Proceedings of the National Academy of Sciences of the USA, 108(45), 18494-18499 (2011)
Chao Fan Liang et al.
The Journal of pharmacology and experimental therapeutics, 334(1), 223-231 (2010-03-25)
The present experiments investigated whether endothelium-derived mediators modulate the effect of natriuretic peptides in porcine coronary arteries. Rings with and without endothelium were suspended in organ chambers for isometric tension recording. Concentration-relaxation curves to C-type natriuretic peptide (CNP) and atrial
P M Dunn
European journal of pharmacology, 368(1), 119-123 (1999-03-30)
The novel K+ channel blocker 6,10-diaza-3(1,3)8,(1,4)-dibenzena-1,5(1,4)-diquinolinacy clodecaphane (UCL 1684) has been tested for its ability to inhibit Ca2+ -activated K+ currents in cultured rat chromaffin cells. Low nanomolar concentrations of UCL 1684 produced a rapid and reversible inhibition of the
F S Michel et al.
British journal of pharmacology, 155(2), 217-226 (2008-06-25)
Experiments were designed to determine the modulation by nitric oxide (NO) and endothelium-dependent hyperpolarizations (EDHF-mediated responses) of endothelium-dependent contractions in renal arteries of normotensive and hypertensive rats. Rings, with or without endothelium, of renal arteries of 8-month-old Wistar Kyoto rats
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